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A new version is noticed within the hour. The app asked at most once a day, so a release published in the afternoon waited for the next morning, and restarting it at the wrong moment could hide the update for a whole day.
While an update is available, the tray menu says so at the top, with "Update to …" opening the download page. It stays there until you update.
The app remembers a new version it has heard about, so the notice is there as soon as it starts, even offline.
Clicking the "new version available" notification opens the download page.
Rotation never puts the wallpaper you already have back on the desktop, and "Up next" never shows it. On many PCs Windows reports its own copy of the wallpaper rather than the file the app set, so the app could not tell what was showing, and the same wallpaper could come round again.
Clearing the wallpaper cache always keeps the file your desktop is showing.
Settings > About has a "Check now" button, which says whether you are up to date, or that the server could not be reached.
Screen readers and other assistive tools can see what is on each settings tab. Only the tab strip and the Done button were exposed before.